WO1995032201A1 - Derives de dihydrobenzopyrane-2-sulfonimides alcoxy-substitues, leur preparation et leur utilisation en tant qu'antagonistes de leucotriene b4 - Google Patents

Derives de dihydrobenzopyrane-2-sulfonimides alcoxy-substitues, leur preparation et leur utilisation en tant qu'antagonistes de leucotriene b4 Download PDF

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Publication number
WO1995032201A1
WO1995032201A1 PCT/US1995/005850 US9505850W WO9532201A1 WO 1995032201 A1 WO1995032201 A1 WO 1995032201A1 US 9505850 W US9505850 W US 9505850W WO 9532201 A1 WO9532201 A1 WO 9532201A1
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WO
WIPO (PCT)
Prior art keywords
carbon atoms
alkyl
hydrogen
propyl
compound
Prior art date
Application number
PCT/US1995/005850
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English (en)
Inventor
Stevan Wakefield Djuric
Thomas Dale Penning
Original Assignee
G.D. Searle & Co.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by G.D. Searle & Co. filed Critical G.D. Searle & Co.
Priority to AU25855/95A priority Critical patent/AU2585595A/en
Publication of WO1995032201A1 publication Critical patent/WO1995032201A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/66—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des composés représentés par la formule (I), ainsi que leurs stéréoisomères et leurs sels pharmaceutiquement acceptables, dans laquelle: R représente alkyle possédant 2 à 6 atomes de carbone, alcényle possédant 2 à 6 atomes de carbone, alcynyle possédant 2 à 6 atomes de carbone ou -(CH2)m-R?3, où R3¿ représente cycloalkyle possédant 3 à 5 atomes de carbone et m est 1 ou 2; R1 représente alkyle possédant 1 à 4 atomes de carbone; R2 représente alkyle possédant 1 à 5 atomes de carbone, aryle ou aryle substitué par halogène ou alkyle possédant 1 à 5 atomes de carbone; R4 représente alkyle possédant 1 à 6 atomes de carbone; n est un entier de 1 à 5; p est un entier de 0 à 6; x est 0 ou 2; Y représente NH, oxygène ou soufre; Z représente hydrogène, alkyle possédant 1 à 4 atomes de carbone, alcoxy possédant 1 à 4 atomes de carbone, NR?6R5, où R6 et R5¿ représentent indépendamment hydrogène ou alkyle possédant 1 à 4 atomes de carbone ou SR?7, où R7¿ représente hydrogène, benzyle ou alkyle possédant 1 à 4 atomes de carbone. Ces composés sont des antagonistes de leucotriène B¿4? et sont efficaces en tant qu'agents anti-inflammatoires, ainsi que dans le traitement des maladies provoquées par leucotriène B4.
PCT/US1995/005850 1994-05-25 1995-05-17 Derives de dihydrobenzopyrane-2-sulfonimides alcoxy-substitues, leur preparation et leur utilisation en tant qu'antagonistes de leucotriene b4 WO1995032201A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU25855/95A AU2585595A (en) 1994-05-25 1995-05-17 Alkoxy-substituted dihydrobenzopyran-2-sulfonimides derivatives, their preparation and their use as leukotriene b4 antagonists

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US24910794A 1994-05-25 1994-05-25
US08/249,107 1994-05-25

Publications (1)

Publication Number Publication Date
WO1995032201A1 true WO1995032201A1 (fr) 1995-11-30

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1995/005850 WO1995032201A1 (fr) 1994-05-25 1995-05-17 Derives de dihydrobenzopyrane-2-sulfonimides alcoxy-substitues, leur preparation et leur utilisation en tant qu'antagonistes de leucotriene b4

Country Status (3)

Country Link
US (1) US5578619A (fr)
AU (1) AU2585595A (fr)
WO (1) WO1995032201A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1773333A1 (fr) * 2004-07-05 2007-04-18 Dong Wha Pharmaceutical Industrial Co. Ltd. Composition pour la prevention et le traitement de maladies inflammatoires allergiques
JP2008509134A (ja) * 2004-08-04 2008-03-27 ドン ファ ファーマシューティカル インダストリー カンパニー リミテッド 新規なベンズアミジン誘導体、その製造方法、およびそれを含む薬学組成物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0139809A1 (fr) * 1983-08-08 1985-05-08 G.D. Searle & Co. Dihydrobenzopyrannes substitués
US4665203A (en) * 1983-08-08 1987-05-12 G. D. Searle & Co. Substituted dihydrobenzopyrans useful as leukotriene D4 inhibitors
EP0292977A1 (fr) * 1987-05-29 1988-11-30 G.D. Searle & Co. Dérivés de dihydrobenzopyranne carboxylates-2 substitués par un groupe alcoxy
WO1991017160A1 (fr) * 1990-05-10 1991-11-14 G.D. Searle & Co. Acides carboxyliques de dihydrobenzopyranne-2 a substitution alcoxy et leur derives
WO1991017989A1 (fr) * 1990-05-16 1991-11-28 G.D. Searle & Co. Acides dihydrobenzopyran-2-carboxyliques a substitution alcoxy et leurs derives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4778903A (en) * 1983-12-12 1988-10-18 G. D. Searle & Co. Substituted dihydrobenzopyrans

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0139809A1 (fr) * 1983-08-08 1985-05-08 G.D. Searle & Co. Dihydrobenzopyrannes substitués
US4665203A (en) * 1983-08-08 1987-05-12 G. D. Searle & Co. Substituted dihydrobenzopyrans useful as leukotriene D4 inhibitors
EP0292977A1 (fr) * 1987-05-29 1988-11-30 G.D. Searle & Co. Dérivés de dihydrobenzopyranne carboxylates-2 substitués par un groupe alcoxy
WO1991017160A1 (fr) * 1990-05-10 1991-11-14 G.D. Searle & Co. Acides carboxyliques de dihydrobenzopyranne-2 a substitution alcoxy et leur derives
US5073562A (en) * 1990-05-10 1991-12-17 G. D. Searle & Co. Alkoxy-substituted dihydrobenzopyran-2-carboxylic acids and derivatives thereof
WO1991017989A1 (fr) * 1990-05-16 1991-11-28 G.D. Searle & Co. Acides dihydrobenzopyran-2-carboxyliques a substitution alcoxy et leurs derives

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
FRETLAND D.J. ET AL.: "Leukotriene B4-induced granulocyte trafficking in guinea pig dermis. Effect of second-generation leukotriene B4 receptor antagonists, SC-50605 and SC-51146", INFLAMMATION (N. Y.), vol. 17, no. 3, pages 353 - 360 *
PENNING T.D. ET AL.: "Second-generation leukotriene B4 receptor antagonists related to SC-41930: Heterocyclic replacement of the methyl ketone pharmacophore", JOURNAL OF MEDICINAL CHEMISTRY, vol. 38, no. 6, 17 March 1995 (1995-03-17), pages 858 - 868 *
PENNING T.D. ET AL.: "The design and synthesis of second generation leukotriene B4 (LTB4) receptor antagonists related to SC-41930", AGENTS AND ACTIONS, vol. 39 (spec. conf. issue), pages C11 - C13 *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1773333A1 (fr) * 2004-07-05 2007-04-18 Dong Wha Pharmaceutical Industrial Co. Ltd. Composition pour la prevention et le traitement de maladies inflammatoires allergiques
JP2008505069A (ja) * 2004-07-05 2008-02-21 ドン ファ ファーマシューティカル インダストリー カンパニー リミテッド アレルギー性炎症疾患の予防及び治療用組成物
EP1773333A4 (fr) * 2004-07-05 2010-04-21 Dong Wha Pharm Co Ltd Composition pour la prevention et le traitement de maladies inflammatoires allergiques
JP4657297B2 (ja) * 2004-07-05 2011-03-23 ドン ファ ファーマシューティカル カンパニー リミテッド アレルギー性炎症疾患の予防及び治療用組成物
JP2008509134A (ja) * 2004-08-04 2008-03-27 ドン ファ ファーマシューティカル インダストリー カンパニー リミテッド 新規なベンズアミジン誘導体、その製造方法、およびそれを含む薬学組成物
JP2011026334A (ja) * 2004-08-04 2011-02-10 Dong Wha Pharmaceutical Co Ltd 新規なベンズアミジン誘導体、その製造方法、およびそれを含む薬学組成物
US8178688B2 (en) 2004-08-04 2012-05-15 Dong Wha Pharmaceutical Co., Ltd. Benzamidine derivatives, process for the preparation thereof and pharmaceutical composition comprising the same

Also Published As

Publication number Publication date
US5578619A (en) 1996-11-26
AU2585595A (en) 1995-12-18

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